Application of a high-throughput fluorescent acetyltransferase assay to identify inhibitors of homocitrate synthase

Analytical Biochemistry

Volumn 410, Issue 1, 2011, Pages 133-140

  Bulfer, Stacie L ^a   McQuade, Thomas J ^b   Larsen, Martha J ^b   Trievel, Raymond C ^a  

^a UNIVERSITY OF MICHIGAN MEDICAL SCHOOL   (United States)

^b UNIVERSITY OF MICHIGAN   (United States)

Author keywords

Acetyltransferase; Antifungal; Fluorescent assay; High throughput screen; Homocitrate synthase; MMBC; ThioGlo 1

Indexed keywords

AMINO ACIDS; BIOCHEMISTRY; COENZYMES; DRUG PRODUCTS; FLUORESCENCE; FUNGI; MOLECULES;

ACETYL TRANSFERASE; ANTI-FUNGAL; FLUORESCENT ASSAYS; HIGH-THROUGHPUT SCREENS; HOMOCITRATE SYNTHASE; MMBC; THIOGLO 1;

FLUORESCENT SCREENS;

ACYL COENZYME A; ACYLTRANSFERASE; AMINOGLYCOSIDE; ENZYME INHIBITOR; HISTONE ACETYLTRANSFERASE; HOMOCITRATE SYNTHASE INHIBITOR; THIOL ESTER HYDROLASE; THIOL GROUP; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME ASSAY; FLUORESCENCE; HIGH THROUGHPUT SCREENING; IN VITRO STUDY; NONHUMAN; PRIORITY JOURNAL; SCHIZOSACCHAROMYCES POMBE; VALIDATION STUDY;

FUNGI; SCHIZOSACCHAROMYCES POMBE;

EID: 78651358893     PISSN: 00032697     EISSN: 10960309     Source Type: Journal    
DOI: 10.1016/j.ab.2010.11.004     Document Type: Article

References (44)

1. L.K. Branski, A. Al-Mousawi, H. Rivero, M.G. Jeschke, A.P. Sanford, and D.N. Herndon Emerging infections in burns Surg. Infect. (Larchmt) 10 2009 389 397
2. J.E. Kaplan, C. Benson, K.H. Holmes, J.T. Brooks, A. Pau, and H. Masur Guidelines for prevention and treatment of opportunistic infections in HIV-infected adults and adolescents: recommendations from CDC, the National Institutes of Health, and the HIV Medicine Association of the Infectious Diseases Society of America MMWR Recomm. Rep. 58 2009 1 207
3. L.M. Mofenson, M.T. Brady, S.P. Danner, K.L. Dominguez, R. Hazra, E. Handelsman, P. Havens, S. Nesheim, J.S. Read, L. Serchuck, and R. Van Dyke Guidelines for the prevention and treatment of opportunistic infections among HIV-exposed and HIV-infected children: recommendations from CDC, the National Institutes of Health, the HIV Medicine Association of the Infectious Diseases Society of America, the Pediatric Infectious Diseases Society, and the American Academy of Pediatrics MMWR Recomm. Rep. 58 2009 1 166
4. T.J. Walsh, and A.H. Groll Emerging fungal pathogens: evolving challenges to immunocompromised patients for the twenty-first century Transpl. Infect. Dis. 1 1999 247 261
5. T. Mahfouz, and E. Anaissie Prevention of fungal infections in the immunocompromised host Curr. Opin. Invest. Drugs 4 2003 974 990
6. P.G. Pappas, B.D. Alexander, D.R. Andes, S. Hadley, C.A. Kauffman, A. Freifeld, E.J. Anaissie, L.M. Brumble, L. Herwaldt, J. Ito, D.P. Kontoyiannis, G.M. Lyon, K.A. Marr, V.A. Morrison, B.J. Park, T.F. Patterson, T.M. Perl, R.A. Oster, M.G. Schuster, R. Walker, T.J. Walsh, K.A. Wannemuehler, and T.M. Chiller Invasive fungal infections among organ transplant recipients: results of the Transplant-Associated Infection Surveillance Network (TRANSNET) Clin. Infect. Dis. 50 2010 1101 1111
7. J.J. Caston-Osorio, A. Rivero, and J. Torre-Cisneros Epidemiology of invasive fungal infection Int. J. Antimicrob. Agents 32 Suppl 2 2008 S103 S109
8. D.A. Enoch, H.A. Ludlam, and N.M. Brown Invasive fungal infections: a review of epidemiology and management options J. Med. Microbiol. 55 2006 809 818
9. B.P. Mathew, and M. Nath Recent approaches to antifungal therapy for invasive mycoses ChemMedChem 4 2009 310 323
10. T.R. Rogers, and S. Frost Newer antifungal agents for invasive fungal infections in patients with haematological malignancy Br. J. Haematol. 144 2009 629 641
11. J. Peman, E. Canton, and A. Espinel-Ingroff Antifungal drug resistance mechanisms Expert Rev. Anti Infect. Ther. 7 2009 453 460
12. R.C. Garrad, and J.K. Bhattacharjee Lysine biosynthesis in selected pathogenic fungi: characterization of lysine auxotrophs and the cloned LYS1 gene of Candida albicans J. Bacteriol. 174 1992 7379 7384
13. H. Xu, B. Andi, J. Qian, A.H. West, and P.F. Cook The α-aminoadipate pathway for lysine biosynthesis in fungi Cell Biochem. Biophys. 46 2006 43 64
14. T.M. Zabriskie, and M.D. Jackson Lysine biosynthesis and metabolism in fungi Nat. Prod. Rep. 17 2000 85 97
15. A.L. Demain, and P.S. Masurekar Lysine inhibition of in vivo homocitrate synthesis in Penicillium chrysogenum J. Gen. Microbiol. 82 1974 143 151
16. C.M. Gaillardin, L. Poirier, and H. Heslot A kinetic study of homocitrate synthetase activity in the yeast Saccharomycopsis lipolytica Biochim. Biophys. Acta 422 1976 390 406
17. M.E. Maragoudakis, H. Holmes, and M. Strassman Control of lysine biosynthesis in yeast by a feedback mechanism J. Bacteriol. 93 1967 1677 1680
18. A.P. Wulandari, J. Miyazaki, N. Kobashi, M. Nishiyama, T. Hoshino, and H. Yamane Characterization of bacterial homocitrate synthase involved in lysine biosynthesis FEBS Lett. 522 2002 35 40
19. S.L. Bulfer, E.M. Scott, L. Pillus, and R.C. Trievel Structural basis for l-lysine feedback inhibition of homocitrate synthase J. Biol. Chem. 285 2010 10446 10453
20. T. Okada, T. Tomita, A.P. Wulandari, T. Kuzuyama, and M. Nishiyama Mechanism of substrate recognition and insight into feedback inhibition of homocitrate synthase from Thermus thermophilus J. Biol. Chem. 285 2010 4195 4205
21. E.S. Kwon, J.H. Jeong, and J.H. Roe Inactivation of homocitrate synthase causes lysine auxotrophy in copper/zinc-containing superoxide dismutase-deficient yeast Schizosaccharomyces pombe J. Biol. Chem. 281 2006 1345 1351
22. M. Wolfner, D. Yep, F. Messenguy, and G.R. Fink Integration of amino acid biosynthesis into the cell cycle of Saccharomyces cerevisiae J. Mol. Biol. 96 1975 273 290
23. F. Ramos, and J.-M. Waime Mutation affecting the specific regulatory control of lysine biosynthetic enzymes in Saccharomyces cerevisiae Mol. Gen. Genet. 200 1985 291 294
24. B. Becker, A. Feller, M. el Alami, E. Dubois, and A. Pierard A nonameric core sequence is required upstream of the LYS genes of Saccharomyces cerevisiae for Lys14p-mediated activation and apparent repression by lysine Mol. Microbiol. 29 1998 151 163
25. A. Feller, E. Dubois, F. Ramos, and A. Pierard Repression of the genes for lysine biosynthesis in Saccharomyces cerevisiae is caused by limitation of Lys14-dependent transcriptional activation Mol. Cell. Biol. 14 1994 6411 6418
26. F. Ramos, E. Dubois, and A. Pierard Control of enzyme synthesis in the lysine biosynthetic pathway of Saccharomyces cerevisiae: Evidence for a regulatory role of gene LYS14 Eur. J. Biochem. 171 1988 171 176
27. F. Schobel, I.D. Jacobsen, and M. Brock Evaluation of lysine biosynthesis as an antifungal drug target: Biochemical characterization of Aspergillus fumigatus homocitrate synthase and virulence studies Eukaryot. Cell 9 2010 878 893
28. R.C. Trievel, F.Y. Li, and R. Marmorstein Application of a fluorescent histone acetyltransferase assay to probe the substrate specificity of the human p300/CBP-associated factor Anal. Biochem. 287 2000 319 328
29. S.L. Bulfer, E.M. Scott, J.F. Couture, L. Pillus, and R.C. Trievel Crystal structure and functional analysis of homocitrate synthase, an essential enzyme in lysine biosynthesis J. Biol. Chem. 284 2009 35769 35780
30. J.H. Zhang, T.D. Chung, and K.R. Oldenburg A simple statistical parameter for use in evaluation and validation of high throughput screening assays J. Biomol. Screen. 4 1999 67 73
31. E. Collazo, J.F. Couture, S. Bulfer, and R.C. Trievel A coupled fluorescent assay for histone methyltransferases Anal. Biochem. 342 2005 86 92
32. W.M. Jaklitsch, and C.P. Kubicek Homocitrate synthase from Penicillium chrysogenum: localization, purification of the cytosolic isoenzyme, and sensitivity to lysine Biochem. J. 269 1990 247 253
33. B. Andi, A.H. West, and P.F. Cook Stabilization and characterization of histidine-tagged homocitrate synthase from Saccharomyces cerevisiae Arch. Biochem. Biophys. 421 2004 243 254 (Pubitemid 38096259)
34. K.E. Achyuthan, and D.G. Whitten Design considerations for high-throughput screening and in vitro diagnostic assays Comb. Chem. High Throughput Screen. 10 2007 399 412
35. J. Qian, A.H. West, and P.F. Cook Acid-base chemical mechanism of homocitrate synthase from Saccharomyces cerevisiae Biochemistry 45 2006 12136 12143
36. A. Albert, and W.S. Gledhill The choice of a chelating agent for inactivating trace metals: I. A survey of commercially available chelating agents Biochem. J. 41 1947 529 533
37. D.R. Palmer, H. Balogh, G. Ma, X. Zhou, M. Marko, and S.G. Kaminskyj Synthesis and antifungal properties of compounds which target the α-aminoadipate pathway Pharmazie 59 2004 93 98
38. T. Yamamoto, and T. Eguchi Thiahomoisocitrate: a highly potent inhibitor of homoisocitrate dehydrogenase involved in the α-aminoadipate pathway Bioorg. Med. Chem. 16 2008 3372 3376
39. E.M. Scott, and L. Pillus Homocitrate synthase connects amino acid metabolism to chromatin functions through Esa1 and DNA damage Genes Dev. 24 2010 1903 1913
40. M.K. Hondalus, S. Bardarov, R. Russell, J. Chan, W.R. Jacobs Jr., and B.R. Bloom Attenuation of and protection induced by a leucine auxotroph of Mycobacterium tuberculosis Infect. Immun. 68 2000 2888 2898
41. M.W. Vetting, L.P.S. de Carvalho, M. Yu, S.S. Hegde, S. Magnet, S.L. Roderick, and J.S. Blanchard Structure and functions of the GNAT superfamily of acetyltransferases Arch. Biochem. Biophys. 433 2005 212 226
42. F.J. Dekker, and H.J. Haisma Histone acetyl transferases as emerging drug targets Drug Discov. Today 14 2009 942 948
43. J. Lopes da Rosa, V.L. Boyartchuk, L.J. Zhu, and P.D. Kaufman Histone acetyltransferase Rtt109 is required for Candida albicans pathogenesis Proc. Natl. Acad. Sci. USA 107 2010 1594 1599
44. J.K. Forwood, A.S. Thakur, G. Guncar, M. Marfori, D. Mouradov, W. Meng, J. Robinson, T. Huber, S. Kellie, J.L. Martin, D.A. Hume, and B. Kobe Structural basis for recruitment of tandem hotdog domains in acyl-CoA thioesterase 7 and its role in inflammation Proc. Natl. Acad. Sci. USA 104 2007 10382 10387